Suffolk Area Rentals
- From $1820 per night (USD)
VRBO
Technicolor Paradise, Architectural Masterpiece Amidst Woodlands & Beaches,...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Wake up smiling every mor ...
From $1820 per night (USD)VRBO
- From $264 per night (USD)
Expedia
Lavender Fields Retreat: Nearby the Beach & Farms
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Situated on the North Fork of Long Island in the hamlet of East Marion, New York. This charming Lavender Fields Retreat ...
From $264 per night (USD)Expedia
- From $1000 per night (USD)
VRBO
Steps from East Hampton Village
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Charming home in East Hampton Village with an open floor plan, combined living and dining room, and a separate den that ...
From $1000 per night (USD)VRBO
- From $850 per night (USD)
Expedia
Waterfront House With Dock And Private Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Vacation house rental w/stunning views, private dock and beach. Located minutes from South Ferry on pristine Smith's Co ...
From $850 per night (USD)Expedia
- From $495 per night (USD)
VRBO
Sag Harbor Village Gem
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Prime Sag Harbor Village Location - Historic District. 3 Bedroom, 2 1/2 bath, Enclosed Porch, Great Room with fireplac ...
From $495 per night (USD)VRBO
- From $246 per night (USD)
Expedia
Cozy, fully remodeled water view home on quiet cul de sac
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Located on cul de sac with amazing water view! Sleeps 6+, 2 bedrooms(full beds), loft (2 twins), plus blow up mattress, ...
From $246 per night (USD)Expedia
- Click For Pricing
VRBO
The perfect north fork experience
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Our home is on a 10 acre private field surrounded by beaches, farms and local wineries. We have a large fenced pool with ...
Click For PricingVRBO
- From $750 per night (USD)
Expedia
The Great Escape - 4BR Serene Home in Hamptons
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Amazing location near the beach, local distilleries, farms, and vineyards - this would be a perfect place to relax and e ...
From $750 per night (USD)Expedia
- Click For Pricing
VRBO
NorthFork Serenity, next to beach and wineries
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A stones throw to your private creek entrance or an 8 minute walk down a private road to the exceptional Goose Creek Bea ...
Click For PricingVRBO
- From $201 per night (USD)
Expedia
Sea Breeze: Hot Tub, Steps to Beach, Near Vineyards
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Sea Breeze is available all year round. There is so much you're able to do when you stay in this home. If doing nothing ...
From $201 per night (USD)Expedia
- Click For Pricing
VRBO
Hampton Waters Clean 3 bedroom home with Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Recently renovated one level home close to our beautiful ocean and bay beaches, offers all that you would want. Heated P ...
Click For PricingVRBO
- From $412 per night (USD)
VRBO
Ocean Beach Mini Modern Luxury
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly renovated 1 bedroom apartment in the WaveCrest resort. 1 minute walk to oceanfront beach. The space This is a gre ...
From $412 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Newly Renovated Modern 5 Bdr East Hampton House
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Modern chic mid century decor. Brand new custom kitchen with top of the line appliances. Large new heated swimming pool ...
From $1000 per night (USD)VRBO
- From $1599 per night (USD)
Expedia
Beautiful Southampton Village\/Fall Heated pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Recently renovated, Four Bedrooms, Two Full Baths, and a finished basement with ample room for all are located in the he ...
From $1599 per night (USD)Expedia
- Click For Pricing
VRBO
Beautiful Montauk home in the center of everything great for year round
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Perfect for all seasons! Great for winter holidays and warm beach days. 4 bedrooms/2 bath on a corner lot. Lots of in ...
Click For PricingVRBO
- From $157 per night (USD)
VRBO
Hither Hills 2BR Montauk Cottage - walk to beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Two bedroom/ 1 bath cottage located in coveted Hither Hills. Cottage includes key access to private parking lots along ...
From $157 per night (USD)VRBO
- From $604 per night (USD)
VRBO
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Cayuga Street Sunshine Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simpl ...
From $604 per night (USD)VRBO
- Click For Pricing
Expedia
Hamptons Country Home summer rental
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Within minutes to the Village of Southampton, Coopers Beach and the best golf in the nation, the get away features 4 nic ...
Click For PricingExpedia
- Click For Pricing
VRBO
A quite retreat in EH with great WiFI- work from the house
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Situated at the end of a quiet streets sits this 3 bedroom 2 full bath home with a fenced yard and new private pool. Fre ...
Click For PricingVRBO
- From $1250 per night (USD)
VRBO
Gorgeous Brand New Modern Farmhouse
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
This Board and Batten Napa Farmhouse sits on 2/3 of landscaped acreage to be completed by May 31st of 2020. This is the ...
From $1250 per night (USD)VRBO
- From $621 per night (USD)
VRBO
⭐️Modern Farmhouse Long Island Wine Country🍷
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
• Luxurious 2400 Square Feet North Fork home. Hi End Top of the line fully stocked kitchen with granite countertop, st ...
From $621 per night (USD)VRBO
- Click For Pricing
Expedia
Bright, dog-friendly home near the beach w\/adult and children bikes!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This super bright and beach-themed home is located in the Ocean Beach Village on Fire Island and only two-hundred feet f ...
Click For PricingExpedia
- From $400 per night (USD)
VRBO
Relax and enjoy this private location in Hampton Bays
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy our four bedroom, two bathroom house that is located on a private road just a few steps from a private beach on Sh ...
From $400 per night (USD)VRBO
- Click For Pricing
VRBO
Southampton Relax by the pool or walk to The Bay Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Popular rental property in the Hamptons! Spend your day relaxing by the pool and enjoy the landscape. Waterfront communi ...
Click For PricingVRBO
- From $2139 per night (USD)
VRBO
Majestic secluded estate, breathtaking water views, Gunite pool, multiple...
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 10
Quiogue Castle on the Bay Majestic secluded estate, breathtaking water views, Gunite pool, multiple terraces, ample out ...
From $2139 per night (USD)VRBO
- From $258 per night (USD)
Expedia
Dog-Friendly Condo with High-Speed WiFi, Outdoor Shower, Gas Grill, Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 9
Surfside Retreat On Champlain Street Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $258 per night (USD)Expedia
- From $1870 per night (USD)
VRBO
Gourmet Eat-In Kitchen, Master Suite, Fieldstone Patios
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Wainscott Hideaway Gourmet Eat-In Kitchen, Master Suite, Fieldstone Patios 5BR/5.5BA, Heated Pool, Fireplace, Bonus Ro ...
From $1870 per night (USD)VRBO
- Click For Pricing
Expedia
Luxury Hampton Bays Home - Walk to Shinnecock Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Whether you're visiting on spring break, Christmas holiday, or a quick summer getaway, this 3-bedroom, 2.5-bath Hamptons ...
Click For PricingExpedia
- Click For Pricing
VRBO
Premium Hamptons location minutes from ocean or bay beaches ,
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable 3 Br home located on a magnificent 2acre property with a heated salt water lap pool Airy and bright home wit ...
Click For PricingVRBO
- Click For Pricing
Expedia
Village Gem - July 4th Special
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Traditional home with all modern amenities. Private garden with heated gunite pool. Walk to shops and restaurants. ...
Click For PricingExpedia
- From $405 per night (USD)
VRBO
Single-story home with W\/D, patio & outdoor shower - minutes from private beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Montauk Surf by the Sound Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $405 per night (USD)VRBO
- From $600 per night (USD)
Expedia
LOCATED IN HISTORIC SECTION OF SAG HARBOR
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
CIRCA 1870 VILLAGE HOME. RENOVATED THREE BEDROOMS AND TWO BATHS. LIVING ROOM, DINING ROOM AND EAT IN KITCHEN. HOME IS ...
From $600 per night (USD)Expedia
- From $510 per night (USD)
VRBO
Rex- East Hampton Cottage- 5 stars
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful private 2 bedroom/2 bath guest cottage on the water. Enjoy spectacular sunset views and a cool breeze from th ...
From $510 per night (USD)VRBO
- From $438 per night (USD)
VRBO
Beach Cottage, East Hampton
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy beautiful sunset views and a cool breeze located on a 5 acre waterfront property with a natural Marina, overlooks ...
From $438 per night (USD)VRBO
- From $199 per night (USD)
VRBO
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Newly renovated full 1 bedroom apartment with a full kitchen and all amenities one might need for a long or short-term s ...
From $199 per night (USD)VRBO
- Click For Pricing
Expedia
Family Home with stunning grounds
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Five bedroom home with very special grounds. Private oasis in Amagansett. Fully furnished home with beautiful features, ...
Click For PricingExpedia
- From $2368 per night (USD)
VRBO
Contemporary ranch home with private access to beach, amazing outdoor...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Quogue Bayside Beauty Contemporary ranch home with private access to beach, amazing outdoor space, private pool and pri ...
From $2368 per night (USD)VRBO
- From $460 per night (USD)
Expedia
House 2.6 miles to beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
You are going to love this house as we do ! It is a perfect house for a family. Located in a nice, quiet and friendly ne ...
From $460 per night (USD)Expedia
- From $764 per night (USD)
VRBO
Beautiful Home with walking distance to the beach, new 46ft pool! Tesla charger
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fully renovated brand new cozy 2-bedroom 2 bath home on a beautiful 3/4 acre, no traffic! Walking distance to bay beach ...
From $764 per night (USD)VRBO
- From $115 per night (USD)
Expedia
Private King Bedrm, Pet Pally, Work, Events, Student, Nurse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Step into the lap of luxury as you unwind in your private kingdom—a regal King Bedroom on the first floor that's more th ...
From $115 per night (USD)Expedia
- From $242 per night (USD)
VRBO
Private 3 Br Apt, COZY 1 King Bed, 2 Queen Bed, Pet Pal.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Unwind at this stunning Private entrance 3 Bedroom; 1 King Bedroom, 2 Queen Bedrooms include with the Modern Decor is T ...
From $242 per night (USD)VRBO
- From $114 per night (USD)
Expedia
Private Queen BedRm Pet Pally, Work, Events, School, Nurse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy Private Room 2nd Floor. Queen (Memory Foam Mattress top included), Table & Chair, Water Bottle, Mirror, Bathrobe, C ...
From $114 per night (USD)Expedia
- From $86 per night (USD)
VRBO
Private Queen BedRm, Events, Petpally, School, Work, Nurses
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy Private Room 2nd Floor. Queen (Memory Foam Mattress top included), Table & Chair, Water Bottle, Mirror, Bathrobe, C ...
From $86 per night (USD)VRBO
- Click For Pricing
Expedia
Classic Family Summer House in Hamptons! Family Compound Style!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
House is near Shinnecock Bay-a 5 min walk- and a short bike ride to our beautiful ocean beaches over the Ponquogue Bridg ...
Click For PricingExpedia
- Click For Pricing
VRBO
Great Escape in Southampton Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
We rent till we can retire and live here. Enjoy it while we can't!!! We love the aura of this area. It energizes you!!! ...
Click For PricingVRBO
- From $1303 per night (USD)
Expedia
Traditional-style home with pops of patterns and vibrant colors, private...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sagg Road Cottage Traditional-style home with pops of patterns and vibrant colors, private pool, screened-in porch, qui ...
From $1303 per night (USD)Expedia
- Click For Pricing
VRBO
Luxury Hamptons Home on Canal w\/ Dock & Kayaks!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 16
Elevate your next Hamptons retreat when you stay at this 3-bed, 3-bath home featuring 2,220 sq. ft. of lavish living spa ...
Click For PricingVRBO
- From $549 per night (USD)
Expedia
Brand New Charming Beach House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Your Search is Over! Brand New Construction 🔨 in the heart ❤️ of Mattituck. Charming, beautiful Beach 🏖 House. BEACH P ...
From $549 per night (USD)Expedia
- From $209 per night (USD)
VRBO
Lovely Basement with 2 Bedrooms and Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bring family and friends to this great neighborhood of Huntington with lots to explore and enjoy. It's 10 minutes away f ...
From $209 per night (USD)VRBO
- From $2618 per night (USD)
Expedia
Classic East Hampton shingle-style home, lush acreage, private pool,...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Georgica Marvel Classic East Hampton shingle-style home, lush acreage, private pool, pristine outdoor area, minutes to ...
From $2618 per night (USD)Expedia
- From $1000 per night (USD)
VRBO
Excape to luxury 5 minutes walk to the private beach
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 30
Escape to luxury and serenity in this Historic home steps away from private beach just renovated 4500 sq ft living space ...
From $1000 per night (USD)VRBO
- Click For Pricing
Expedia
New Listing! Beautiful EH retreat-Walk to Ocean Beach, Bike to EH & Amagansett
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Great family cottage on quaint private street in East Hampton. Perfectly situated between East Hampton Village and Amaga ...
Click For PricingExpedia
- From $1306 per night (USD)
VRBO
Open Floor Plan, Spacious and Private Backyard with Patio and Pool, Close...
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Southampton Village Home Open Floor Plan, Spacious and Private Backyard with Patio and Pool, Close to Southampton Shopp ...
From $1306 per night (USD)VRBO
- From $872 per night (USD)
VRBO
Coastal-style home with open-floor plan, ample natural light, blocks away...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Robeson Retreat Coastal- ...
From $872 per night (USD)VRBO
- Click For Pricing
VRBO
Panoramic Waterfront Designer House with Heated Pool\/Spa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This stunning newly built modern home was designed by renowned Hamptons Architecture firm, Stelle Lomont Rouhani. Perfec ...
Click For PricingVRBO
- Click For Pricing
Expedia
Waterfront 2 bedroom private first floor house
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Waterfront 2 bedroom private first floor house Free WiFi and keyless entry. Spacious jacuzzi bathtub. A comfy couch. Co ...
Click For PricingExpedia
- From $434 per night (USD)
VRBO
Designer cottage with amazing view, serene deck & outdoor shower - walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Huron Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $434 per night (USD)VRBO
- Click For Pricing
Expedia
Waterfront, near all
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
3 bedroom, 2 bath on quiet street in Westhampton. 100 feet of bulkhead on Beaverdam Creek with dock. Walk to all. ...
Click For PricingExpedia
- Click For Pricing
VRBO
Napeague Beach House with Ocean and Bay View for Rent
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Ideally located on the Napeague Stretch south of the highway a short distance to pristine Atlantic Ocean beaches. Four ...
Click For PricingVRBO
- Click For Pricing
Expedia
Perfect beach getaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Perfect summer rental close to all the ocean beaches, bays and local restaurants. This 4 bedroom 2 bath home is perfect ...
Click For PricingExpedia
- Click For Pricing
VRBO
New home with open floor plan located close to wineries and Greenport
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful home located near the water. 4 bedroom, 3 bathroom open floor plan built in 2019. Very close to wineries, Gree ...
Click For PricingVRBO
- From $2908 per night (USD)
VRBO
Majestic contemporary beachfront home sited on 1.32 acres with private ...
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Hither Hills Beach Haven ...
From $2908 per night (USD)VRBO
- From $283 per night (USD)
VRBO
Steps from the beach, enjoy beautiful sunsets over the Long Island Sound.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Two bedroom beach bungalow with large deck and spectacular water views. One queen bed, 2 twin beds. Air conditioning u ...
From $283 per night (USD)VRBO
- From $2119 per night (USD)
Expedia
Southampton estate with saltwater pool, chefs kitchen, vast lawn,...
- Bedrooms:
- 7
- Bathrooms:
- 9
- Sleeps:
- 16
The Mainstay Southampton estate with saltwater pool, chefs kitchen, vast lawn, located in the heart of Southampton! 9B ...
From $2119 per night (USD)Expedia
- From $1500 per night (USD)
VRBO
Sunny Hamptons Getaway With Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This striking and stylish home sits near the beaches of Westhampton and among the protected marshlands of Long Island in ...
From $1500 per night (USD)VRBO
- From $875 per night (USD)
Expedia
Charming House with Heated Pool and Multiple Water Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
This lovely 2 Bedroom 1 bath house is just the right place to relax this summer. Lounge by the brand new heated pool enj ...
From $875 per night (USD)Expedia
- Click For Pricing
Expedia
Ocean view, steps away from top surfing beach- swim, play, sunbathe, just lounge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautifully decorated 2 floor apartment style beach bungalow. Ocean views and just steps from the top ocean beach in Mon ...
Click For PricingExpedia
- From $950 per night (USD)
Expedia
Classic East Hampton beach cottage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful, cedar shingled 3 bedroom, 2&1/2 bath home ideal for families or a group of friends. open floor plan, living r ...
From $950 per night (USD)Expedia
- Click For Pricing
VRBO
Escape to the Beach House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Full season rental located in the Amagansett Dunes. Pass access to private beach 1 block away. Mid century modern desi ...
Click For PricingVRBO
- From $535 per night (USD)
Expedia
Chalet-by-the-Sea
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beach House in Mint Condition - 1 Master bedroom with queen size bed, 3 bedrooms each with 2 twin size beds. New air-co ...
From $535 per night (USD)Expedia
- From $425 per night (USD)
VRBO
Brand new 2 bedroom, Greenport Village, walk to town Marina Views!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Luxury 2 bedroom, first floor apartment located across the street from Townsend Manor Marina in the heart of Greenport V ...
From $425 per night (USD)VRBO
- From $1350 per night (USD)
Expedia
Hamptons Summer Rental - secluded pool + 5 minutes to beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
New to Market 6 Bedroom, 4 Bath Summer Rental Available May through October in the exclusive Southampton Pines in East ...
From $1350 per night (USD)Expedia
- Click For Pricing
VRBO
NEW LISTING Charming North Fork home w\/ Guest House & Private Bay Beach access!!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Adjacent to the Peconic Bay off a quiet street in Mattituck / Laurel border sits this charming 2 bedroom and 1 bath home ...
Click For PricingVRBO
- From $3519 per night (USD)
Expedia
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Southampton Compound COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE TO SOUTHAMPTON VILLAGE ...
From $3519 per night (USD)Expedia
- From $373 per night (USD)
VRBO
Dog-Friendly Beachfront Home w\/Deck, Free WiFi, Ocean Views, & Wood Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
North Fork Waterfront Gem Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $373 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful duplex townhouse in the heart of Southampton
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Quite lovely grounds with 2 pool 4 tennis court mini golf , all in few steps from the unit . Sweet patio to read or just ...
Click For PricingExpedia
- From $675 per night (USD)
VRBO
Lovely Shelter Island cottage with panoramic bay views, secluded, screened...
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
East Brander Escape Lovely Shelter Island cottage with panoramic bay views, secluded, screened porch, cedar outdoor sho ...
From $675 per night (USD)VRBO
- Click For Pricing
Expedia
Chill Montauk Saltbox - walk \/ bike to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful little home is in the perfect spot between the Gosman’s dock area, town area, and the amazing beaches. S ...
Click For PricingExpedia
- From $597 per night (USD)
VRBO
Peaceful retreat steps from the center of Village
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This 2005 constructed, simple, warm, clean home is located near the center of East Hampton Village. 1.5 miles to LIRR st ...
From $597 per night (USD)VRBO
- From $675 per night (USD)
Expedia
Cosy Christmas in Montauk by a large fireplace and a large hot jacuzzi.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
My home is a wonderful nest for anyome who is trying to get away for a peaceful rest. A walk on the stunning beaches o ...
From $675 per night (USD)Expedia
- From $1748 per night (USD)
VRBO
Secluded 8 BR \/ 8 BA zen luxury; pool, tennis, hot tub, infrared sauna
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 12
In the woods, secluded and hidden, this 8,000 sq ft 8 BR 8 bth dream house. Chef's kitchen: 2 refrigerators, 2 dishwashe ...
From $1748 per night (USD)VRBO
- Click For Pricing
Expedia
A Hidden Gem in the Hamptons
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
Never been offered for rental.....this new construction home has a fresh look. Finishing touches are being done. Large ...
Click For PricingExpedia
- From $1197 per night (USD)
VRBO
Westhampton 6 Bedroom 7 Bathroom Pool Tennis
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
The house is situated on an acre and one quarter flag lot accessed by a private driveway. Its great for families with ch ...
From $1197 per night (USD)VRBO
- From $466 per night (USD)
Expedia
Unique Southampton Getaway w\/ Rooftop Deck!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Looking to get away from city stresses? Leave them all behind and head to this newly remodeled 3-bedroom, 2.5-bathroom S ...
From $466 per night (USD)Expedia
- From $900 per night (USD)
VRBO
Southampton -' Village' - walk or bike to ocean or town - pool access
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Upscale private home in the very desirable 'Cobblefield area' which is part of Southampton Village . Home is well de ...
From $900 per night (USD)VRBO
- From $996 per night (USD)
Expedia
Serene vibes with natural sunlight and tranquil salt water pool.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
This 1960's A-Frame is flooded with natural light - open zen vibe and a tranquil backyard with a salt water pool and cab ...
From $996 per night (USD)Expedia
- From $1000 per night (USD)
VRBO
East Hampton Classic Close to Bay Beaches w\/Private Backyard, Heated Pool & Deck
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
At the end of a quiet cul-de-sac this very private and stunning post modern home is located in the Northwest Woods of Ea ...
From $1000 per night (USD)VRBO
- From $1250 per night (USD)
VRBO
5 Bedrooms, Heated Pool!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This cozy furnished country-style farmhouse sleeps eight at base price and up to ten people at a maximum for $100/night ...
From $1250 per night (USD)VRBO
- From $1100 per night (USD)
VRBO
Fire Island Beach House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
House, 3 Bedrooms, 1 Baths, Sleeps 6 Comfortable, bright, perfect location, just four houses away from the beach! This c ...
From $1100 per night (USD)VRBO
- From $950 per night (USD)
Expedia
SPACIOUS HOME - WALK TO OCEAN BEACH- SOUTH OF MONTAUK HIGHWAY
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
THIS 4 BEDROOM HOUSE, FAMILY OWNED SINCE 1987, IS LOCATED APPROXIMATELY 900 FEET FROM A SPECTACULAR OCEAN BEACH (SEE PHO ...
From $950 per night (USD)Expedia
- From $812 per night (USD)
VRBO
Newly Renovated Luxury Beach House Ocean Bay Park
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Our home features two Master Bedrooms with Queen size beds, and two additional bedrooms; sleeps 10. Perfect set up for t ...
From $812 per night (USD)VRBO
- From $2500 per night (USD)
Expedia
Perfect Beach House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 1
This contemporary Beach House has all the ingredients for a memorable Hamptons vacation: located just one block from a p ...
From $2500 per night (USD)Expedia
- From $450 per night (USD)
VRBO
1820 Whaling Captain's Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Set in the historic section of Greenport village, the Captain’s House, built in 1820, is an elegant and charming 3 bedro ...
From $450 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Montauk Mansion With Outdoor Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the elegant atmosphere of An American Castle. This National Landmark is a hilltop treasure with spectacular views ...
From $500 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Beach, Pool, Wine, Shopping!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Idyllic, secluded setting for a quiet getaway from the City. Main house (1500 sf) has two bedrooms with king & queen si ...
From $350 per night (USD)VRBO
- Click For Pricing
Expedia
The Beacon
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
New (2020) 3-story beach house w 360 views from Ocean to Bay. Look out its 55 windows, relax on its 8 outdoor decks and ...
Click For PricingExpedia
- From $550 per night (USD)
VRBO
Bright & Charming Artist's House in Bellport, NY
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
**Currently renovating! There will be 2 brand new full bathrooms by the time you stay here :) Our house is located in b ...
From $550 per night (USD)VRBO
- Click For Pricing
Expedia
🌟 Walk to the village ❤ of Greenport
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay in our Cozy Greenport home, in one of the most central and convenient locations in Greenport Village! *Amazing Wint ...
Click For PricingExpedia
- From $225 per night (USD)
VRBO
Charming Cape Close to the Ocean
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
My home is a charming little cape in a quiet neighborhood. Just a walk to the beach and one and a half miles to the ocea ...
From $225 per night (USD)VRBO
- From $1214 per night (USD)
Expedia
The Perfect Southampton Getaway
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Newly renovated Five bedroom four bath home waiting for you. This property has just undergone a high end renovation ans ...
From $1214 per night (USD)Expedia